3-Bromobiphenyl
Description synthesis- Product Name
- 3-Bromobiphenyl
- CAS No.
- 2113-57-7
- Chemical Name
- 3-Bromobiphenyl
- Synonyms
- pbb 2;3-Bromo-1,1'-biphenyl;PBB NO 2;218-304-9;3-BROMOBIPHNYL;m-Bromobiphenyl;3-bromo-bipheny;3-BROMOBIPHENYL;3-BROMODIPHENYL;3-Xenyl bromide
- CBNumber
- CB2218900
- Molecular Formula
- C12H9Br
- Formula Weight
- 233.1
- MOL File
- 2113-57-7.mol
3-Bromobiphenyl Property
- Melting point:
- 93-94 °C
- Boiling point:
- 300 °C
- Density
- 1.398 g/mL at 25 °C(lit.)
- refractive index
- 1.637-1.641
- Flash point:
- 110 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Soluble), DMSO (Slightly)
- form
- Liquid
- form
- L
- color
- Light yellow to gray-beige
- Water Solubility
- Insoluble
- Merck
- 14,4188
- BRN
- 2043191
- InChIKey
- USYQKCQEVBFJRP-UHFFFAOYSA-N
- CAS DataBase Reference
- 2113-57-7(CAS DataBase Reference)
- NIST Chemistry Reference
- 1,1'-Biphenyl, 3-bromo-(2113-57-7)
- EPA Substance Registry System
- 3-Bromobiphenyl (2113-57-7)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36
- WGK Germany
- 3
- RTECS
- DV1750000
- TSCA
- Yes
- HS Code
- 29039990
- Toxicity
- mouse,LDLo,intraperitoneal,500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 217, 1954.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 255386
- Product name
- 3-Bromobiphenyl
- Purity
- 97%
- Packaging
- 5g
- Price
- $57.2
- Updated
- 2024/03/01
- Product number
- 255386
- Product name
- 3-Bromobiphenyl
- Purity
- 97%
- Packaging
- 1g
- Price
- $25
- Updated
- 2023/06/20
- Product number
- B21726
- Product name
- 3-Bromobiphenyl, 99%
- Packaging
- 1g
- Price
- $58.8
- Updated
- 2023/06/20
- Product number
- B21726
- Product name
- 3-Bromobiphenyl, 99%
- Packaging
- 5g
- Price
- $160
- Updated
- 2023/06/20
- Product number
- B21726
- Product name
- 3-Bromobiphenyl, 99%
- Packaging
- 25g
- Price
- $638
- Updated
- 2023/06/20
3-Bromobiphenyl Chemical Properties,Usage,Production
Description
3-Bromobiphenyl is an important industrial raw material, but also a very widely used organic synthesis intermediates, it is widely used in pharmaceutical, liquid crystal industry and other fields. In recent years, the export volume of 3-Bromobiphenyl in our country is increasing day by day, the main export object is some liquid crystal display production enterprises in Japan and South Korea.
synthesis
Add 1-bromo-3-iodobenzene (4.67 g, 16.5mmol), phenylboronic acid (1.83 g, 15.0 mmol), Pd (OAc)2 (101 mg, 0.450 mmol), PPh3 (239 mg, 0.911 mmol), and K2CO3
(6.23 g, 45.1 mmol) to a 200 mL twonecked round-bottom flask. Add
toluene (40 mL) and water (40 mL) via syringe and reflux the mixture
(bath temp. 100°C) for 24 h. Extract the resulting mixture with ethyl
acetate (30 mL x 3). Dry the combined organic layer over Na2SO4 and concentrate in vacuo. Purify the residue to silica gel column chromatography (eluent:hexane).
Chemical Properties
Colorless to pale yellow liquid
Uses
3-Bromobiphenyl is utilized as an electrochemical immunosensor based on poly(dopamine) coated gold nanocluster for brominated flame retardants.
Definition
T3DB: 3-Monobromobiphenyl is a polybrominated biphenyl. Polybrominated biphenyls (PBBs) are a group of 209 synthetic organic compounds with 1-10 bromine atoms attached to biphenyl. They can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment.
Synthesis Reference(s)
The Journal of Organic Chemistry, 41, p. 24, 1976 DOI: 10.1021/jo00863a005
General Description
Clear yellow viscous liquid. Insoluble in water.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
3-Bromobiphenyl may be sensitive to light. 3-Bromobiphenyl may react with oxidizing materials.
Fire Hazard
Flash point data for 3-Bromobiphenyl are not available. 3-Bromobiphenyl is probably combustible.
Toxicology
The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2.
Research
3-Bromobiphenyl could be prepared by irradiation of 3,4-dibromobiphenyl (BpBr2) in acetonitrile. At present, a variety of detection methods have been developed to detect its concentration. Such as the electrochemical immunoassay of 3-BBP based on the PDOP/PB/CMK-3 platform and the multi-HRP–DHCNTs–Ab2 signal label. This detection method can detect the concentration of 3-Bromobiphenyl in the environment (This study takes river water from the estuary of the Pearl River as sample solvent)[1-2].
References
[1] Sun Z, et al. Electrochemical immunosensor based on hydrophilic
polydopamine-coated prussian blue-mesoporous carbon
for the rapid screening of 3-bromobiphenyl. Biosensors and Bioelectronics, 2014; 59: 99-105.
[2] Peter K, et al.The photochemistry of polyhaloarenes XIII. The photohydrodehalogenation of 3,4-dibromobiphenyl. Tetrahedron, 1996; 52: 8397-8406.
3-Bromobiphenyl Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-Bromobiphenyl manufacturers
- Product
- 3-Bromobiphenyl 2113-57-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.9HPLC
- Supply Ability
- 20 tons
- Release date
- 2023-10-30
- Product
- 3-Bromobiphenyl 2113-57-7
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-29
- Product
- 3-Bromobiphenyl 2113-57-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2024-07-04